6-phenoxy-pyridine-2-carboxylic acid

Base Information

• Chemical Name: 6-phenoxy-pyridine-2-carboxylic acid
• CAS No.: 51362-40-4
• Molecular Formula: C12H9NO3
• Molecular Weight: 215.208
• Hs Code.: 2933399090
• Mol file: 51362-40-4.mol

Synonyms:6-Phenoxypicolinic acid;2-Pyridinecarboxylic acid,6-phenoxy;

Chemical Property of 6-phenoxy-pyridine-2-carboxylic acid

Chemical Property:

• Boiling Point: 400.6±30.0 °C(Predicted)
• PKA: 3.39±0.10(Predicted)
• PSA: 59.42000
• Density: 1.298±0.06 g/cm3(Predicted)
• LogP: 2.57210
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

6-PhenoxypicolinicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-phenoxy-pyridine-2-carboxylic acid

There total 4 articles about 6-phenoxy-pyridine-2-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2-bromo-6-phenoxypyridine (83247-00-1) + carbon dioxide (124-38-9,18923-20-1) → 6-phenoxy-picolinic acid (51362-40-4)

Guidance literature:

2-bromo-6-phenoxypyridine; With n-butyllithium; In tetrahydrofuran; diethyl ether; hexane; at -78 ℃; for 0.25h; Inert atmosphere;

carbon dioxide; With sulfuric acid; In tetrahydrofuran; diethyl ether; hexane; at 20 ℃; for 2h;

DOI:10.1002/anie.201405109

Reference yield:

2,6-Dibromopyridine (626-05-1) → 6-phenoxy-picolinic acid (51362-40-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.08 h / 0 °C / Inert atmosphere

1.2: 14 h / 0 - 100 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane; diethyl ether / 0.25 h / -78 °C / Inert atmosphere

2.2: 2 h / 20 °C

With n-butyllithium; sodium hydride; In tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide;

DOI:10.1002/anie.201405109

Reference yield:

phenol (108-95-2,27073-41-2) → 6-phenoxy-picolinic acid (51362-40-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.08 h / 0 °C / Inert atmosphere

1.2: 14 h / 0 - 100 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane; diethyl ether / 0.25 h / -78 °C / Inert atmosphere

2.2: 2 h / 20 °C

With n-butyllithium; sodium hydride; In tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide;

DOI:10.1002/anie.201405109

upstream raw materials:

2,6-Dibromopyridine

2-bromo-6-phenoxypyridine

carbon dioxide

phenol

Downstream raw materials:

N-(5-tetrazolyl)-6-phenoxy-2-pyridinecarboxamide

Refernces

• 1、 Arai, Tadamasa,Araya, Takushi,Sasaki, Daisuke,Taniguchi, Atsuhiko,Sato, Takeshi,Sohma, Youhei,Kanai, Motomu. "Rational design and identification of a non-peptidic aggregation inhibitor of amyloid-β based on a pharmacophore motif obtained from cyclo[-Lys-Leu-Val-Phe-Phe-]". . p. 8236 - 8239. Retrieved 2014/08/18.